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205 Holiday apartments & homes for your ski holiday in Winterberg

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Winterberg

Chalet Winterberg

2 guests

35 m²

1 bedroom

Free cancellation

Welcome to our holiday flat Chalet Winterberg.

Free cancellation

from 70 € per night / night

prices from 71€ per night

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Holiday home relaxing holiday Winterberg

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Winterberg

Holiday home relaxing holiday Winterberg

16 guests

220 m²

7 bedrooms

5 reviews

from 272 € per night / night

5.0

prices from 273€ per night

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Winterberg

* House Dorothee

2 guests

41 m²

1 bedroom

4 reviews

Apartment house Dorothee, free Wi-Fi

from 59 € per night / night

5.0

prices from 59€ per night

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Winterberg

Ferienhaus am Rothaarsteig

6 guests

75 m²

3 bedrooms

10 reviews

Sustainable

from 82 € per night / night

5.0

prices from 82€ per night

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Winterberg

Osternest

5 guests

68 m²

2 bedrooms

1 review

Free cancellation

Sustainable

Cozy holiday apartment with 2 bedrooms in Winterberg, with swimming pool and sauna near ski lift

Free cancellation

Sustainable

from 89 € per night / night

4.8

prices from 89€ per night

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Altastenberg

Luxusapartment mit Aussicht und Sauna

8 guests

120 m²

4 bedrooms

Luxury flat with view and sauna in Altastenberg, Hochsauerland, 120m², 8 persons, 4 rooms

from 183 € per night / night

prices from 183€ per night

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Winterberg

Top - Appartment - Winterberg****

6 guests

70 m²

3 bedrooms

34 reviews

Free cancellation

This modern, newly renovated and newly furnished apartment with private entrance is located right in the center of Winterberg. There are two private parking spaces next to the building

Free cancellation

from 109 € per night / night

4.8

prices from 109€ per night

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Winterberg

Villa kleines Margarete

10 guests

300 m²

4 bedrooms

2 reviews

8% Promotion 07/09/2026 - 09/06/2026

from 78 € per night / night

4.8

prices from 79€ per night

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Winterberg

Villa Margarete

16 guests

300 m²

7 bedrooms

4 reviews

Lovingly and comfortably furnished large house

from 79 € per night / night

4.8

prices from 79€ per night

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Winterberg

Sauerland-Alm

5 guests

75 m²

2 bedrooms

Free cancellation

Sauerland-Alm Winterberg: 75 m² holiday apartment, 3 rooms, space for up to 5 people.

Free cancellation

from 97 € per night / night

prices from 98€ per night

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Winterberg

Panoramablick Ferienwohnung Luge__K

4 guests

80 m²

1 bedroom

8 reviews

Free cancellation

Especially sustainable

Free cancellation

Especially sustainable

from 75 € per night / night

5.0

prices from 75€ per night

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Winterberg

Holiday flat family holiday Winterberg

4 guests

45 m²

1 bedroom

15 reviews

from 45 € per night / night

4.9

prices from 46€ per night

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Siedlinghausen

Villa Petersburg

14 guests

320 m²

6 bedrooms

2 reviews

Luxurious and chic 5* holiday home with phenomenal view in an ideal location in the Sauerland.

from 295 € per night / night

4.5

prices from 296€ per night

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Winterberg

Holiday flat family holiday Winterberg

5 guests

55 m²

1 bedroom

10 reviews

Free cancellation

from 62 € per night / night

4.6

prices from 63€ per night

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Winterberg

BlueberryHill group house with cinema

29 guests

540 m²

13 bedrooms

Very sustainable

10% Promotion 11/28/2026 - 12/23/2026

540 m² group house, space for 29 guests, 13 bedrooms, 14 bathrooms - ideal for groups and teams!

Very sustainable

10% Promotion 11/28/2026 - 12/23/2026

from 635 € per night / night

prices from 635€ per night

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Winterberg

Holiday home Voß

22 guests

450 m²

10 bedrooms

We warmly welcome you to our newly opened holiday home. A dreamlike holiday home in country house style awaits you with over 450 m² of living space for 22 people.

from 662 € per night / night

prices from 663€ per night

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Winterberg

"Der Steinbock"

12 guests

240 m²

6 bedrooms

Free cancellation

from 187 € per night / night

prices from 188€ per night

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Winterberg

Holiday flat family holiday Winterberg

6 guests

94 m²

3 bedrooms

6 reviews

DTV classification

Very sustainable

Barrier-free non-smoking apartment on the ground floor of the neighboring house. High-quality equipment.

Very sustainable

from 98 € per night / night

5.0

prices from 98€ per night

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Winterberg

Holiday flat family holiday Winterberg

8 guests

80 m²

3 bedrooms

1 review

from 229 € per night / night

5.0

prices from 229€ per night

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Winterberg

Holiday home relaxing holiday Winterberg

7 guests

130 m²

3 bedrooms

12 reviews

Free cancellation

from 80 € per night / night

4.8

prices from 80€ per night

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Winterberg

Landhaus zur Linde

4 guests

80 m²

2 bedrooms

3 reviews

from 80 € per night / night

5.0

prices from 80€ per night

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Winterberg

Kappeblick- Infrarotsauna, Balkon

4 guests

70 m²

2 bedrooms

from 89 € per night / night

prices from 89€ per night

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Winterberg

Holiday flat family holiday Winterberg

2 guests

40 m²

1 bedroom

9 reviews

Holiday flat with balcony, rural, close to Winterberg and Willingen, no through traffic, well-kept village, close to forest and ski slopes

from 45 € per night / night

5.0

prices from 46€ per night

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Langewiese

Ferienhaus Henders

10 guests

140 m²

4 bedrooms

5 reviews

Very sustainable

from 107 € per night / night

4.9

prices from 107€ per night

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Winterberg

House Jahnes

10 guests

155 m²

5 bedrooms

5 reviews

Holiday home for sole use

from 113 € per night / night

4.7

prices from 114€ per night

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Guest reviews of our holiday apartments in Winterberg

5.0

Holiday flat family holiday Winterberg

Winterberg

View Dutch

Very neat apartment in a very nice location. The kitchen is well-equipped for cooking with all appliances present. The ski storage and private parking space are very nice. At the end of the street, there is a bakery with fresh rolls.

from 78€ night

4.5

Holiday flat family holiday Winterberg

Winterberg

View German

We were very satisfied with the accommodation and had a nice vacation, thank you. Especially the location of the apartment, the parking option, and the modern furnishings pleased us very much. The cleanliness of the accommodation was good, only the floor in the bathroom we found with dust and hair. Additionally, the pipe under the sink in the bathroom is not completely tight. When using it, it drips onto the wood of the washstand. It didn't bother us, but it's a shame for the piece of furniture. Just a small note: The kitchen was very well equipped, the only thing we missed at the beginning was a roll of paper towels and some sugar.

from 83€ night

5.0

Holiday home relaxing holiday Winterberg

Winterberg

View German

Everything was as described. Just before arrival, we received our key code, so there were no waiting times. The house was very clean and made a very well-maintained impression. When we inquired via email, we received a response in no time, and the instructions in the guest app were very well described, so they could be implemented quickly. The outdoor area was well-kept and cozy. As a suggestion, it might be worth considering a small garden shed, as we had the bikes with us and it would have been nice to be able to store them weather-protected and, for the feeling, theft-protected. All in all, it was a few successful days. Always very gladly.

from 161€ night